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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371023Generated: October 30, 2026

Ethylene Oxide → 2-(4-Bromothiophen-2-yl)ethan-1-ol

https://huagongshe.com/reaction/2371023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene OxideHCID 6354—
ReactantThiophene, 2,4-dibromo-HCID 2724560—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product2-(4-Bromothiophen-2-yl)ethan-1-olHCID 63968611—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 2,4-dibromothiophene (1 g, 4.13 mmol) in anhydrous ether was added n-BuLi (1.66 mL, 4.13 mmol) at −78° C. dropwise. After stirring at −78° C. for 0.5 hr, oxirane (0.32 mL, 19.28 mmol/mL in ether) was added to the reaction mixture quickly. After stirring at 0° C. for 1.5 hr, the reaction mixture was quenched with aqueous NH4Cl solution, extracted with EtOAc, concentrated and purified to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710245B2
Source datasetuspto-grants-2014_04
ORD IDord-88d86e4da1f04ab7a9afef193f30499a
Source noteuspto-grants-2014_04